# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_gr8n2
_database_code_depnum_ccdc_archive 'CCDC 1436363'
_audit_update_record             
;
2016-01-20 deposited with the CCDC.
2016-01-25 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT220_gr8n2               
;
PROBLEM: Large Non-Solvent  C     Ueq(max)/Ueq(min) Range        4.8 Ratio
RESPONSE: This residue is disordered
;
_vrf_PLAT222_gr8n2               
;
PROBLEM: Large Non-Solvent  H     Uiso(max)/Uiso(min) ...        4.6 Ratio
RESPONSE: This residue is disordered
;
_vrf_PLAT241_gr8n2               
;
PROBLEM: High   'MainMol' Ueq as Compared to Neighbors of        C11 Check
RESPONSE: This residue is disordered
;

# Added during the CSD deposition process: Wednesday 20th of January 2016 03:41:44 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-2014/8
_shelx_SHELXL_version_number     2014/8
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C52 H80 N6 S2'
_chemical_formula_weight         853.34

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   27.2998(16)
_cell_length_b                   10.0280(6)
_cell_length_c                   20.6463(11)
_cell_angle_alpha                90
_cell_angle_beta                 111.911(4)
_cell_angle_gamma                90
_cell_volume                     5243.9(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    11139
_cell_measurement_theta_min      2.125
_cell_measurement_theta_max      28.58

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.081
_exptl_crystal_F_000             1864
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.140
_shelx_estimated_absorpt_T_min   0.966
_shelx_estimated_absorpt_T_max   0.986
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      180(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'STOE IPDS-2'
_diffrn_measurement_method       w-scans
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24560
_diffrn_reflns_av_unetI/netI     0.0453
_diffrn_reflns_av_R_equivalents  0.0614
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.608
_diffrn_reflns_theta_max         29.359
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7084
_reflns_number_gt                5107
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'STOE X-AREA'
_computing_cell_refinement       'STOE X-AREA'
_computing_data_reduction        'STOE X-AREA, STOE X-RED'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2014/8 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEP 3 (Farrugia, 1999)'
_computing_publication_material  'ORTEP 3 (Farrugia, 1999)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0817P)²+0.7143P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/8 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0035(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         7084
_refine_ls_number_parameters     339
_refine_ls_number_restraints     15
_refine_ls_R_factor_all          0.0716
_refine_ls_R_factor_gt           0.0513
_refine_ls_wR_factor_ref         0.1489
_refine_ls_wR_factor_gt          0.1393
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_restrained_S_all      1.092
_refine_ls_shift/su_max          0.016
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.56294(2) 0.12386(4) 0.20598(2) 0.04251(12) Uani 1 1 d . . . . .
N2 N 0.36626(6) -0.15093(19) -0.03875(8) 0.0646(4) Uani 1 1 d D . . . .
N3 N 0.68648(5) -0.00050(13) 0.41196(6) 0.0448(3) Uani 1 1 d . . . . .
C1 C 0.58089(5) -0.04423(13) 0.23237(7) 0.0386(3) Uani 1 1 d . . . . .
C2 C 0.62374(5) -0.07095(14) 0.29468(7) 0.0378(3) Uani 1 1 d . . . . .
C3 C 0.63795(5) -0.20272(14) 0.31356(7) 0.0393(3) Uani 1 1 d . . . . .
H3 H 0.6675 -0.2204 0.3552 0.047 Uiso 1 1 calc R U . . .
C4 C 0.61033(5) -0.30954(14) 0.27338(8) 0.0410(3) Uani 1 1 d . . . . .
C5 C 0.56831(6) -0.28006(15) 0.21171(8) 0.0477(4) Uani 1 1 d . . . . .
H5 H 0.5487 -0.3516 0.1838 0.057 Uiso 1 1 calc R U . . .
C6 C 0.55384(6) -0.15079(15) 0.18928(8) 0.0459(3) Uani 1 1 d . . . . .
C7 C 0.62464(6) -0.45543(15) 0.29332(8) 0.0466(3) Uani 1 1 d . . . . .
C8 C 0.66876(8) -0.46951(18) 0.36476(10) 0.0626(5) Uani 1 1 d . . . . .
H8A H 0.7007 -0.4260 0.3642 0.094 Uiso 1 1 calc R U . . .
H8B H 0.6759 -0.5643 0.3759 0.094 Uiso 1 1 calc R U . . .
H8C H 0.6580 -0.4273 0.4002 0.094 Uiso 1 1 calc R U . . .
C9 C 0.64148(9) -0.5224(2) 0.23860(11) 0.0688(5) Uani 1 1 d . . . . .
H9A H 0.6128 -0.5157 0.1927 0.103 Uiso 1 1 calc R U . . .
H9B H 0.6494 -0.6166 0.2507 0.103 Uiso 1 1 calc R U . . .
H9C H 0.6730 -0.4780 0.2372 0.103 Uiso 1 1 calc R U . . .
C10 C 0.57549(8) -0.5285(2) 0.29425(13) 0.0704(5) Uani 1 1 d . . . . .
H10A H 0.5629 -0.4848 0.3276 0.106 Uiso 1 1 calc R U . . .
H10B H 0.5845 -0.6214 0.3083 0.106 Uiso 1 1 calc R U . . .
H10C H 0.5477 -0.5258 0.2475 0.106 Uiso 1 1 calc R U . . .
C11 C 0.51008(8) -0.12629(18) 0.11872(10) 0.0642(5) Uani 1 1 d . . . . .
H11A H 0.4758 -0.1236 0.1248 0.077 Uiso 1 1 calc R U . A 1
H11B H 0.5156 -0.0382 0.1009 0.077 Uiso 1 1 calc R U . A 1
N1A N 0.50773(14) -0.2310(5) 0.06593(18) 0.0433(7) Uani 0.74 1 d D . P B 1
C12A C 0.46088(8) -0.2063(2) 0.00176(10) 0.0448(4) Uani 0.74 1 d D . P B 1
H12A H 0.4641 -0.2600 -0.0367 0.054 Uiso 0.74 1 calc R U P B 1
H12B H 0.4605 -0.1111 -0.0112 0.054 Uiso 0.74 1 calc R U P B 1
C13A C 0.40818(9) -0.2401(2) 0.00857(11) 0.0447(5) Uani 0.74 1 d D . P B 1
H13A H 0.3989 -0.3345 -0.0043 0.054 Uiso 0.74 1 calc R U P B 1
H13B H 0.4112 -0.2272 0.0574 0.054 Uiso 0.74 1 calc R U P B 1
C18A C 0.55523(14) -0.2340(4) 0.0505(2) 0.0554(8) Uani 0.74 1 d D . P B 1
H18A H 0.5864 -0.2252 0.0945 0.066 Uiso 0.74 1 calc R U P B 1
H18B H 0.5551 -0.1571 0.0203 0.066 Uiso 0.74 1 calc R U P B 1
C19A C 0.55955(15) -0.3604(4) 0.0146(2) 0.0690(10) Uani 0.74 1 d D . P B 1
H19A H 0.5550 -0.4421 0.0349 0.083 Uiso 0.74 1 calc R U P B 1
C20A C 0.5691(2) -0.3662(5) -0.0420(2) 0.1145(16) Uani 0.74 1 d . . P B 1
H20A H 0.5739 -0.2865 -0.0638 0.137 Uiso 0.74 1 calc R U P B 1
H20B H 0.5713 -0.4503 -0.0620 0.137 Uiso 0.74 1 calc R U P B 1
N1B N 0.4952(4) -0.2468(14) 0.0790(7) 0.054(3) Uani 0.26 1 d D . P B 2
C12B C 0.4393(4) -0.2525(8) 0.0324(4) 0.071(2) Uani 0.26 1 d D . P B 2
H12C H 0.4332 -0.3343 0.0036 0.086 Uiso 0.26 1 calc R U P B 2
H12D H 0.4173 -0.2586 0.0611 0.086 Uiso 0.26 1 calc R U P B 2
C13B C 0.4225(3) -0.1367(9) -0.0137(4) 0.072(2) Uani 0.26 1 d D . P B 2
H13C H 0.4342 -0.0521 0.0122 0.086 Uiso 0.26 1 calc R U P B 2
H13D H 0.4357 -0.1412 -0.0523 0.086 Uiso 0.26 1 calc R U P B 2
C18B C 0.5350(5) -0.2503(12) 0.0484(7) 0.082(6) Uani 0.26 1 d D . P B 2
H18C H 0.5701 -0.2359 0.0855 0.098 Uiso 0.26 1 calc R U P B 2
H18D H 0.5284 -0.1765 0.0143 0.098 Uiso 0.26 1 calc R U P B 2
C19B C 0.5354(4) -0.3810(12) 0.0119(6) 0.066(3) Uani 0.26 1 d D . P B 2
H19B H 0.5418 -0.4592 0.0398 0.080 Uiso 0.26 1 calc R U P B 2
C20B C 0.5280(5) -0.3976(11) -0.0531(5) 0.085(3) Uani 0.26 1 d . . P B 2
H20C H 0.5215 -0.3228 -0.0834 0.102 Uiso 0.26 1 calc R U P B 2
H20D H 0.5292 -0.4847 -0.0706 0.102 Uiso 0.26 1 calc R U P B 2
C14 C 0.32764(7) -0.1234(2) -0.00805(8) 0.0552(4) Uani 1 1 d . . . . .
H14A H 0.3195 -0.2066 0.0117 0.066 Uiso 1 1 calc R U . . .
H14B H 0.2946 -0.0910 -0.0447 0.066 Uiso 1 1 calc R U . . .
C15 C 0.34803(6) -0.01876(17) 0.04939(8) 0.0481(4) Uani 1 1 d . . . . .
H15A H 0.3835 -0.0457 0.0823 0.058 Uiso 1 1 calc R U . . .
H15B H 0.3518 0.0674 0.0283 0.058 Uiso 1 1 calc R U . . .
C16 C 0.65601(6) 0.04182(15) 0.34011(7) 0.0437(3) Uani 1 1 d . . . . .
H16A H 0.6805 0.0771 0.3191 0.052 Uiso 1 1 calc R U . . .
H16B H 0.6319 0.1150 0.3410 0.052 Uiso 1 1 calc R U . . .
C17 C 0.49854(6) 0.13502(15) 0.21276(7) 0.0437(3) Uani 1 1 d . . . . .
H17A H 0.4809 0.2178 0.1895 0.052 Uiso 1 1 calc R U . . .
H17B H 0.4766 0.0587 0.1877 0.052 Uiso 1 1 calc R U . . .
C21A C 0.3476(4) -0.2054(12) -0.1097(3) 0.0819(10) Uani 0.554(6) 1 d D . P B 1
H21A H 0.3775 -0.2422 -0.1200 0.098 Uiso 0.554(6) 1 calc R U P B 1
H21B H 0.3217 -0.2776 -0.1148 0.098 Uiso 0.554(6) 1 calc R U P B 1
C22A C 0.3227(2) -0.0949(8) -0.1578(3) 0.0819(10) Uani 0.554(6) 1 d D . P B 1
H22A H 0.3424 -0.0144 -0.1486 0.098 Uiso 0.554(6) 1 calc R U P B 1
C23A C 0.2790(2) -0.0899(11) -0.2095(3) 0.182(5) Uani 0.554(6) 1 d D . P B 1
H23A H 0.2569 -0.1663 -0.2221 0.218 Uiso 0.554(6) 1 calc R U P B 1
H23B H 0.2685 -0.0098 -0.2356 0.218 Uiso 0.554(6) 1 calc R U P B 1
C21B C 0.3410(5) -0.2195(15) -0.1050(4) 0.0819(10) Uani 0.446(6) 1 d D . P B 2
H21C H 0.3191 -0.2915 -0.0968 0.098 Uiso 0.446(6) 1 calc R U P B 2
H21D H 0.3694 -0.2636 -0.1160 0.098 Uiso 0.446(6) 1 calc R U P B 2
C22B C 0.3072(3) -0.1481(8) -0.1689(3) 0.087(2) Uani 0.446(6) 1 d D . P B 2
H22B H 0.2818 -0.1883 -0.2091 0.105 Uiso 0.446(6) 1 calc R U P B 2
C23B C 0.3191(2) -0.0084(7) -0.1601(3) 0.0819(10) Uani 0.446(6) 1 d D . P B 2
H23C H 0.3452 0.0234 -0.1180 0.098 Uiso 0.446(6) 1 calc R U P B 2
H23D H 0.3009 0.0524 -0.1965 0.098 Uiso 0.446(6) 1 calc R U P B 2
C24 C 0.72834(7) 0.09666(18) 0.44683(9) 0.0547(4) Uani 1 1 d . . . . .
H24A H 0.7423 0.0796 0.4977 0.066 Uiso 1 1 calc R U . . .
H24B H 0.7131 0.1875 0.4389 0.066 Uiso 1 1 calc R U . . .
C25 C 0.77225(8) 0.0907(3) 0.42158(14) 0.0844(7) Uani 1 1 d . . . . .
H25 H 0.7903 0.0082 0.4258 0.101 Uiso 1 1 calc R U . . .
C26 C 0.78835(11) 0.1928(4) 0.39332(16) 0.1141(12) Uani 1 1 d . . . . .
H26A H 0.7712 0.2768 0.3883 0.137 Uiso 1 1 calc R U . . .
H26B H 0.8170 0.1816 0.3782 0.137 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C1 1.7829(14) . ?
S1 C17 1.8186(16) . ?
N2 C13B 1.432(9) . ?
N2 C14 1.445(2) . ?
N2 C21B 1.454(10) . ?
N2 C21A 1.465(7) . ?
N2 C13A 1.493(3) . ?
N3 C15 1.456(2) 2_655 ?
N3 C16 1.4668(19) . ?
N3 C24 1.4694(19) . ?
C1 C2 1.4044(19) . ?
C1 C6 1.4100(19) . ?
C2 C3 1.391(2) . ?
C2 C16 1.5225(19) . ?
C3 C4 1.3918(19) . ?
C4 C5 1.391(2) . ?
C4 C7 1.531(2) . ?
C5 C6 1.384(2) . ?
C6 C11 1.520(2) . ?
C7 C8 1.523(2) . ?
C7 C9 1.525(3) . ?
C7 C10 1.535(3) . ?
C11 N1B 1.432(14) . ?
C11 N1A 1.497(5) . ?
N1A C18A 1.447(4) . ?
N1A C12A 1.479(4) . ?
C12A C13A 1.535(3) . ?
C18A C19A 1.496(5) . ?
C19A C20A 1.289(6) . ?
N1B C18B 1.446(12) . ?
N1B C12B 1.471(12) . ?
C12B C13B 1.463(10) . ?
C18B C19B 1.514(13) . ?
C19B C20B 1.291(15) . ?
C14 C15 1.524(2) . ?
C15 N3 1.456(2) 2_655 ?
C17 C17 1.510(3) 2_655 ?
C21A C22A 1.474(10) . ?
C22A C23A 1.270(7) . ?
C21B C22B 1.482(10) . ?
C22B C23B 1.434(10) . ?
C24 C25 1.476(3) . ?
C25 C26 1.331(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 S1 C17 101.42(7) . . ?
C13B N2 C14 133.0(3) . . ?
C13B N2 C21B 117.1(6) . . ?
C14 N2 C21B 109.5(5) . . ?
C14 N2 C21A 118.1(4) . . ?
C14 N2 C13A 109.52(16) . . ?
C21A N2 C13A 109.1(4) . . ?
C15 N3 C16 110.60(12) 2_655 . ?
C15 N3 C24 111.03(13) 2_655 . ?
C16 N3 C24 110.34(13) . . ?
C2 C1 C6 119.63(13) . . ?
C2 C1 S1 120.02(10) . . ?
C6 C1 S1 120.28(11) . . ?
C3 C2 C1 119.19(12) . . ?
C3 C2 C16 119.74(12) . . ?
C1 C2 C16 121.02(12) . . ?
C2 C3 C4 122.11(13) . . ?
C5 C4 C3 117.41(13) . . ?
C5 C4 C7 119.34(12) . . ?
C3 C4 C7 123.24(13) . . ?
C6 C5 C4 122.71(13) . . ?
C5 C6 C1 118.82(13) . . ?
C5 C6 C11 119.75(13) . . ?
C1 C6 C11 121.42(14) . . ?
C8 C7 C9 109.17(15) . . ?
C8 C7 C4 112.29(13) . . ?
C9 C7 C4 109.80(14) . . ?
C8 C7 C10 108.83(16) . . ?
C9 C7 C10 107.80(16) . . ?
C4 C7 C10 108.84(14) . . ?
N1B C11 C6 111.5(5) . . ?
N1A C11 C6 112.90(19) . . ?
C18A N1A C12A 110.7(3) . . ?
C18A N1A C11 112.1(3) . . ?
C12A N1A C11 108.8(3) . . ?
N1A C12A C13A 114.1(2) . . ?
N2 C13A C12A 108.89(17) . . ?
N1A C18A C19A 111.7(3) . . ?
C20A C19A C18A 124.6(5) . . ?
C11 N1B C18B 99.9(9) . . ?
C11 N1B C12B 114.2(9) . . ?
C18B N1B C12B 118.6(11) . . ?
C13B C12B N1B 113.1(9) . . ?
N2 C13B C12B 100.9(7) . . ?
N1B C18B C19B 112.7(11) . . ?
C20B C19B C18B 127.0(12) . . ?
N2 C14 C15 111.00(15) . . ?
N3 C15 C14 112.95(14) 2_655 . ?
N3 C16 C2 112.80(12) . . ?
C17 C17 S1 113.15(14) 2_655 . ?
C22A C21A N2 107.1(7) . . ?
C23A C22A C21A 130.4(9) . . ?
N2 C21B C22B 121.9(10) . . ?
C23B C22B C21B 108.9(7) . . ?
N3 C24 C25 112.68(15) . . ?
C26 C25 C24 124.6(3) . . ?

_refine_diff_density_max         0.574
_refine_diff_density_min         -0.315
_refine_diff_density_rms         0.046

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_gr15
_database_code_depnum_ccdc_archive 'CCDC 1436364'
_audit_update_record             
;
2015-11-11 deposited with the CCDC.
2016-01-25 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT230_gr15                
;
PROBLEM: Hirshfeld Test Diff for    N2     --  C21     ..        7.3 su
RESPONSE: These atoms belong to a disordered group
;

# Added during the CSD deposition process: Wednesday 11th of November 2015 01:30:40 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C52 H74 N12 S2'
_chemical_formula_weight         931.35

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   I2/a

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   19.481(4)
_cell_length_b                   9.905(2)
_cell_length_c                   26.740(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.08(3)
_cell_angle_gamma                90.00
_cell_volume                     5095.1(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    213(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.214
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2008
_exptl_absorpt_coefficient_mu    0.153
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.9775
_exptl_absorpt_correction_T_max  0.9775
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      213(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'STOE IPDS-1'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            24480
_diffrn_reflns_av_R_equivalents  0.0669
_diffrn_reflns_av_sigmaI/netI    0.0573
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_theta_min         2.42
_diffrn_reflns_theta_max         28.06
_reflns_number_total             6143
_reflns_number_gt                4244
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'STOE X-AREA'
_computing_cell_refinement       'STOE X-AREA'
_computing_data_reduction        'STOE X-AREA, STOE X-RED'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'ORTEP 3 (Farrugia, 1999)'
_computing_publication_material  'ORTEP 3 (Farrugia, 1999)'


_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0677P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6143
_refine_ls_number_parameters     301
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0618
_refine_ls_R_factor_gt           0.0427
_refine_ls_wR_factor_ref         0.1078
_refine_ls_wR_factor_gt          0.1029
_refine_ls_goodness_of_fit_ref   0.889
_refine_ls_restrained_S_all      0.889
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.12893(7) 0.67520(13) 0.49847(5) 0.0232(3) Uani 1 1 d . . .
C2 C 0.09530(7) 0.69867(13) 0.54071(5) 0.0236(3) Uani 1 1 d . . .
C3 C 0.09491(7) 0.82879(14) 0.56052(5) 0.0255(3) Uani 1 1 d . . .
H3 H 0.0734 0.8432 0.5891 0.031 Uiso 1 1 calc R . .
C4 C 0.12508(7) 0.93822(13) 0.53968(5) 0.0247(3) Uani 1 1 d . . .
C5 C 0.15344(8) 0.91450(14) 0.49547(5) 0.0263(3) Uani 1 1 d . . .
H5 H 0.1723 0.9875 0.4797 0.032 Uiso 1 1 calc R . .
C6 C 0.15467(7) 0.78688(14) 0.47408(5) 0.0243(3) Uani 1 1 d . . .
C7 C 0.12299(8) 1.08181(14) 0.56138(5) 0.0293(3) Uani 1 1 d . . .
C8 C 0.11119(11) 1.08107(17) 0.61681(6) 0.0459(4) Uani 1 1 d . . .
H8A H 0.1477 1.0294 0.6371 0.069 Uiso 1 1 calc R . .
H8B H 0.0665 1.0404 0.6190 0.069 Uiso 1 1 calc R . .
H8C H 0.1119 1.1730 0.6294 0.069 Uiso 1 1 calc R . .
C9 C 0.06254(11) 1.15772(18) 0.52989(7) 0.0513(5) Uani 1 1 d . . .
H9A H 0.0599 1.2483 0.5432 0.077 Uiso 1 1 calc R . .
H9B H 0.0194 1.1103 0.5316 0.077 Uiso 1 1 calc R . .
H9C H 0.0701 1.1625 0.4949 0.077 Uiso 1 1 calc R . .
C10 C 0.19096(11) 1.15585(19) 0.55902(9) 0.0555(5) Uani 1 1 d . . .
H10A H 0.1972 1.1663 0.5239 0.083 Uiso 1 1 calc R . .
H10B H 0.2294 1.1043 0.5771 0.083 Uiso 1 1 calc R . .
H10C H 0.1896 1.2441 0.5745 0.083 Uiso 1 1 calc R . .
C11 C 0.18303(8) 0.76735(14) 0.42470(5) 0.0268(3) Uani 1 1 d . . .
H11A H 0.2336 0.7574 0.4324 0.032 Uiso 1 1 calc R . .
H11B H 0.1641 0.6833 0.4088 0.032 Uiso 1 1 calc R . .
C12 C 0.20765(8) 0.86357(16) 0.34668(5) 0.0327(3) Uani 1 1 d . . .
H12A H 0.2570 0.8683 0.3613 0.039 Uiso 1 1 calc R . .
H12B H 0.1976 0.9412 0.3240 0.039 Uiso 1 1 calc R . .
C13 C 0.19615(9) 0.73409(18) 0.31449(5) 0.0382(4) Uani 1 1 d . . .
H13A H 0.1466 0.7112 0.3094 0.046 Uiso 1 1 calc R . .
H13B H 0.2090 0.7520 0.2811 0.046 Uiso 1 1 calc R . .
C14 C 0.19076(8) 0.62520(17) 0.66821(6) 0.0352(3) Uani 1 1 d . . .
H14A H 0.1744 0.7180 0.6616 0.042 Uiso 1 1 calc R . .
H14B H 0.1859 0.6029 0.7032 0.042 Uiso 1 1 calc R . .
C15 C 0.14480(9) 0.53002(15) 0.63236(5) 0.0330(3) Uani 1 1 d . . .
H15A H 0.1653 0.5179 0.6015 0.040 Uiso 1 1 calc R . .
H15B H 0.1434 0.4416 0.6486 0.040 Uiso 1 1 calc R . .
C16 C 0.05378(8) 0.59142(14) 0.56359(5) 0.0279(3) Uani 1 1 d . . .
H16A H 0.0042 0.6131 0.5556 0.034 Uiso 1 1 calc R . .
H16B H 0.0611 0.5038 0.5482 0.034 Uiso 1 1 calc R . .
C17 C 0.22762(7) 0.48360(14) 0.47388(5) 0.0277(3) Uani 1 1 d . . .
H17A H 0.2343 0.3978 0.4571 0.033 Uiso 1 1 calc R . .
H17B H 0.2436 0.5560 0.4536 0.033 Uiso 1 1 calc R . .
C18 C 0.09208(8) 0.89149(16) 0.37114(5) 0.0324(3) Uani 1 1 d . . .
H18A H 0.0676 0.8866 0.4004 0.039 Uiso 1 1 calc R . .
H18B H 0.0762 0.8160 0.3486 0.039 Uiso 1 1 calc R . .
C19 C 0.07385(9) 1.02467(18) 0.34308(6) 0.0411(4) Uani 1 1 d . . .
H19A H 0.0941 1.0251 0.3118 0.049 Uiso 1 1 calc R . .
H19B H 0.0232 1.0314 0.3338 0.049 Uiso 1 1 calc R . .
C20 C 0.09941(11) 1.14167(19) 0.37370(7) 0.0514(5) Uani 1 1 d . . .
C21 C 0.20323(10) 0.48714(19) 0.32361(6) 0.0450(4) Uani 1 1 d . . .
H21A H 0.1584 0.4842 0.3359 0.054 Uiso 1 1 calc R . .
H21B H 0.2326 0.4158 0.3411 0.054 Uiso 1 1 calc R . .
C22 C 0.19095(13) 0.4569(2) 0.26600(8) 0.0588(5) Uani 1 1 d . . .
H22A H 0.1547 0.5168 0.2488 0.071 Uiso 1 1 calc R . .
H22B H 0.2338 0.4740 0.2521 0.071 Uiso 1 1 calc R . .
C23 C 0.16962(13) 0.3146(2) 0.25691(8) 0.0645(6) Uani 1 1 d . . .
C24 C 0.02055(9) 0.50815(17) 0.64091(6) 0.0384(4) Uani 1 1 d . . .
H24A H 0.0224 0.4122 0.6323 0.046 Uiso 1 1 calc R . .
H24B H -0.0255 0.5424 0.6264 0.046 Uiso 1 1 calc R . .
C25 C 0.03094(11) 0.5236(2) 0.69864(7) 0.0497(5) Uani 1 1 d . . .
H25A H -0.0074 0.4786 0.7117 0.060 Uiso 1 1 calc R . .
H25B H 0.0742 0.4785 0.7133 0.060 Uiso 1 1 calc R . .
C26 C 0.03388(11) 0.6643(2) 0.71477(7) 0.0507(5) Uani 1 1 d . . .
N1 N 0.16663(6) 0.87856(12) 0.38829(4) 0.0266(2) Uani 1 1 d . . .
N2 N 0.23602(7) 0.61790(14) 0.33706(5) 0.0342(3) Uani 1 1 d . . .
N3 N 0.07375(7) 0.58146(12) 0.61883(4) 0.0284(3) Uani 1 1 d . . .
N4 N 0.12015(14) 1.2330(2) 0.39729(9) 0.0817(7) Uani 1 1 d . . .
N5 N 0.15537(13) 0.2043(2) 0.25085(8) 0.0807(7) Uani 1 1 d . . .
N6 N 0.03899(11) 0.7717(2) 0.72904(7) 0.0752(6) Uani 1 1 d . . .
S1 S 0.134727(19) 0.50676(3) 0.475347(13) 0.02742(10) Uani 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.4116(19) . ?
C1 C6 1.4154(18) . ?
C1 S1 1.7890(14) . ?
C2 C3 1.3939(19) . ?
C2 C16 1.5210(19) . ?
C3 C4 1.3908(19) . ?
C4 C5 1.4016(19) . ?
C4 C7 1.5390(19) . ?
C5 C6 1.3892(19) . ?
C6 C11 1.5220(18) . ?
C7 C10 1.524(2) . ?
C7 C9 1.532(2) . ?
C7 C8 1.535(2) . ?
C11 N1 1.4715(17) . ?
C12 N1 1.4763(18) . ?
C12 C13 1.541(2) . ?
C13 N2 1.464(2) . ?
C14 N2 1.457(2) 2_556 ?
C14 C15 1.529(2) . ?
C15 N3 1.466(2) . ?
C16 N3 1.4704(18) . ?
C17 C17 1.526(3) 2_556 ?
C17 S1 1.8306(15) . ?
C18 N1 1.458(2) . ?
C18 C19 1.531(2) . ?
C19 C20 1.460(3) . ?
C20 N4 1.140(3) . ?
C21 N2 1.464(2) . ?
C21 C22 1.551(3) . ?
C22 C23 1.478(3) . ?
C23 N5 1.133(3) . ?
C24 N3 1.4638(19) . ?
C24 C25 1.533(2) . ?
C25 C26 1.457(3) . ?
C26 N6 1.130(3) . ?
N2 C14 1.457(2) 2_556 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 118.87(12) . . ?
C2 C1 S1 119.52(10) . . ?
C6 C1 S1 121.56(10) . . ?
C3 C2 C1 119.17(12) . . ?
C3 C2 C16 117.24(12) . . ?
C1 C2 C16 123.39(12) . . ?
C4 C3 C2 122.71(12) . . ?
C3 C4 C5 117.07(12) . . ?
C3 C4 C7 122.09(12) . . ?
C5 C4 C7 120.69(12) . . ?
C6 C5 C4 122.31(12) . . ?
C5 C6 C1 119.42(12) . . ?
C5 C6 C11 120.33(12) . . ?
C1 C6 C11 120.25(12) . . ?
C10 C7 C9 109.79(15) . . ?
C10 C7 C8 107.80(15) . . ?
C9 C7 C8 108.29(14) . . ?
C10 C7 C4 110.75(12) . . ?
C9 C7 C4 108.06(12) . . ?
C8 C7 C4 112.11(12) . . ?
N1 C11 C6 114.09(11) . . ?
N1 C12 C13 117.16(13) . . ?
N2 C13 C12 113.77(12) . . ?
N2 C14 C15 113.20(13) 2_556 . ?
N3 C15 C14 112.16(12) . . ?
N3 C16 C2 112.20(11) . . ?
C17 C17 S1 113.86(13) 2_556 . ?
N1 C18 C19 111.86(13) . . ?
C20 C19 C18 112.12(14) . . ?
N4 C20 C19 179.1(3) . . ?
N2 C21 C22 114.07(15) . . ?
C23 C22 C21 110.04(18) . . ?
N5 C23 C22 177.7(3) . . ?
N3 C24 C25 111.54(14) . . ?
C26 C25 C24 112.75(15) . . ?
N6 C26 C25 176.5(2) . . ?
C18 N1 C11 112.06(11) . . ?
C18 N1 C12 113.73(11) . . ?
C11 N1 C12 109.66(11) . . ?
C14 N2 C21 114.58(13) 2_556 . ?
C14 N2 C13 112.63(13) 2_556 . ?
C21 N2 C13 114.31(14) . . ?
C24 N3 C15 115.41(12) . . ?
C24 N3 C16 110.28(12) . . ?
C15 N3 C16 111.17(12) . . ?
C1 S1 C17 103.93(6) . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        28.06
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.505
_refine_diff_density_min         -0.264
_refine_diff_density_rms         0.049
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_gr17sq
_database_code_depnum_ccdc_archive 'CCDC 1436365'
_audit_update_record             
;
2016-01-07 deposited with the CCDC.
2016-01-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C56 H92 N6 O14 S4'
_chemical_formula_weight         1201.60

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   12.894(2)
_cell_length_b                   13.432(2)
_cell_length_c                   20.463(3)
_cell_angle_alpha                91.86(2)
_cell_angle_beta                 100.24(2)
_cell_angle_gamma                106.80(2)
_cell_volume                     3325.5(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    21535
_cell_measurement_theta_min      1.78
_cell_measurement_theta_max      29.52

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.200
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1292
_exptl_absorpt_coefficient_mu    0.205
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.9545
_exptl_absorpt_correction_T_max  0.9798
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      180(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'STOE IPDS-2'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            39910
_diffrn_reflns_av_R_equivalents  0.0484
_diffrn_reflns_av_sigmaI/netI    0.0832
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.79
_diffrn_reflns_theta_max         29.27
_reflns_number_total             17875
_reflns_number_gt                10280
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'STOE X-AREA'
_computing_cell_refinement       'STOE X-AREA'
_computing_data_reduction        'STOE X-AREA, STOE X-RED'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'ORTEP 3 (Farrugia, 1999)'
_computing_publication_material  'ORTEP 3 (Farrugia, 1999)'


_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0538P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         17875
_refine_ls_number_parameters     737
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0951
_refine_ls_R_factor_gt           0.0506
_refine_ls_wR_factor_ref         0.1127
_refine_ls_wR_factor_gt          0.1019
_refine_ls_goodness_of_fit_ref   0.865
_refine_ls_restrained_S_all      0.865
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.51375(3) 0.14465(4) 0.83932(2) 0.02414(10) Uani 1 1 d . . .
S2 S 0.34032(4) -0.09236(4) 0.67098(2) 0.02989(11) Uani 1 1 d . . .
O1 O 0.81202(13) 0.50577(13) 0.82942(8) 0.0425(4) Uani 1 1 d . . .
O2 O 0.97967(16) 0.63125(14) 0.78007(10) 0.0598(5) Uani 1 1 d . . .
O3 O 0.92696(14) 0.17256(15) 0.55106(8) 0.0508(4) Uani 1 1 d . . .
O4 O 1.05833(12) 0.23976(13) 0.71435(7) 0.0401(4) Uani 1 1 d . . .
O5 O 0.51465(12) -0.15959(13) 0.45647(8) 0.0428(4) Uani 1 1 d . . .
O6 O 0.69602(15) -0.13191(14) 0.40020(8) 0.0492(4) Uani 1 1 d . . .
O7 O 0.19532(13) -0.47025(14) 0.70962(8) 0.0464(4) Uani 1 1 d . . .
O8 O 0.37217(12) -0.56279(12) 0.79724(9) 0.0429(4) Uani 1 1 d . . .
O9 O 0.64821(11) -0.33339(12) 1.03725(7) 0.0338(3) Uani 1 1 d . . .
O10 O 0.64579(12) -0.51968(11) 0.99297(7) 0.0334(3) Uani 1 1 d . . .
O11 O 0.67845(11) 0.10008(12) 1.09066(7) 0.0335(3) Uani 1 1 d . . .
O12 O 0.77235(14) -0.00858(15) 1.18221(7) 0.0478(4) Uani 1 1 d . . .
N1 N 0.77460(13) 0.37116(14) 0.75150(8) 0.0297(4) Uani 1 1 d . . .
N2 N 0.82935(13) 0.18478(14) 0.63029(8) 0.0299(4) Uani 1 1 d . . .
N3 N 0.61030(13) -0.06260(13) 0.55248(8) 0.0296(4) Uani 1 1 d . . .
N4 N 0.31896(12) -0.36818(13) 0.79574(7) 0.0249(3) Uani 1 1 d . . .
N5 N 0.56130(12) -0.29555(13) 0.94019(7) 0.0258(3) Uani 1 1 d . . .
N6 N 0.66919(12) -0.01190(12) 1.00322(7) 0.0225(3) Uani 1 1 d . . .
C1 C 0.65925(14) 0.17234(14) 0.86818(9) 0.0218(4) Uani 1 1 d . . .
C2 C 0.69910(14) 0.12452(14) 0.92242(9) 0.0223(4) Uani 1 1 d . . .
C3 C 0.81253(14) 0.15218(15) 0.94745(9) 0.0249(4) Uani 1 1 d . . .
H3 H 0.8394 0.1186 0.9840 0.030 Uiso 1 1 calc R . .
C4 C 0.88730(14) 0.22779(15) 0.92007(9) 0.0249(4) Uani 1 1 d . . .
C5 C 0.84554(14) 0.27512(15) 0.86681(9) 0.0263(4) Uani 1 1 d . . .
H5 H 0.8956 0.3270 0.8477 0.032 Uiso 1 1 calc R . .
C6 C 0.73291(14) 0.24961(15) 0.84018(9) 0.0237(4) Uani 1 1 d . . .
C7 C 1.01284(15) 0.26138(17) 0.94680(10) 0.0311(4) Uani 1 1 d . . .
C8 C 1.04537(18) 0.2037(2) 1.00651(12) 0.0508(7) Uani 1 1 d . . .
H8A H 1.0084 0.2165 1.0424 0.076 Uiso 1 1 calc R . .
H8B H 1.1256 0.2291 1.0222 0.076 Uiso 1 1 calc R . .
H8C H 1.0230 0.1287 0.9931 0.076 Uiso 1 1 calc R . .
C9 C 1.0540(2) 0.3782(2) 0.96861(15) 0.0549(7) Uani 1 1 d . . .
H9A H 1.0188 0.3928 1.0050 0.082 Uiso 1 1 calc R . .
H9B H 1.0353 0.4171 0.9308 0.082 Uiso 1 1 calc R . .
H9C H 1.1343 0.3998 0.9840 0.082 Uiso 1 1 calc R . .
C10 C 1.07086(17) 0.2386(2) 0.89141(12) 0.0454(6) Uani 1 1 d . . .
H10A H 1.1510 0.2620 0.9077 0.068 Uiso 1 1 calc R . .
H10B H 1.0522 0.2759 0.8528 0.068 Uiso 1 1 calc R . .
H10C H 1.0464 0.1634 0.8783 0.068 Uiso 1 1 calc R . .
C11 C 0.68955(15) 0.30828(16) 0.78439(10) 0.0291(4) Uani 1 1 d . . .
H11A H 0.6333 0.2571 0.7506 0.035 Uiso 1 1 calc R . .
H11B H 0.6526 0.3546 0.8030 0.035 Uiso 1 1 calc R . .
C12 C 0.78268(17) 0.32659(17) 0.68683(10) 0.0324(4) Uani 1 1 d . . .
H12A H 0.8363 0.3791 0.6669 0.039 Uiso 1 1 calc R . .
H12B H 0.7099 0.3090 0.6563 0.039 Uiso 1 1 calc R . .
C13 C 0.81930(16) 0.22876(17) 0.69420(9) 0.0306(4) Uani 1 1 d . . .
H13A H 0.8915 0.2462 0.7253 0.037 Uiso 1 1 calc R . .
H13B H 0.7650 0.1760 0.7135 0.037 Uiso 1 1 calc R . .
C14 C 0.72800(17) 0.11898(17) 0.58687(11) 0.0346(5) Uani 1 1 d . . .
H14A H 0.7310 0.1326 0.5399 0.041 Uiso 1 1 calc R . .
H14B H 0.6637 0.1372 0.5980 0.041 Uiso 1 1 calc R . .
C15 C 0.71305(16) 0.00348(16) 0.59468(10) 0.0319(4) Uani 1 1 d . . .
H15A H 0.7765 -0.0151 0.5825 0.038 Uiso 1 1 calc R . .
H15B H 0.7119 -0.0097 0.6419 0.038 Uiso 1 1 calc R . .
C16 C 0.51091(16) -0.08043(17) 0.58090(11) 0.0324(4) Uani 1 1 d . . .
H16A H 0.4457 -0.0964 0.5441 0.039 Uiso 1 1 calc R . .
H16B H 0.5145 -0.0154 0.6067 0.039 Uiso 1 1 calc R . .
C17 C 0.49541(15) -0.16892(15) 0.62623(9) 0.0273(4) Uani 1 1 d . . .
C18 C 0.54783(16) -0.24486(17) 0.62065(10) 0.0311(4) Uani 1 1 d . . .
H18 H 0.5986 -0.2369 0.5913 0.037 Uiso 1 1 calc R . .
C19 C 0.52840(15) -0.33212(16) 0.65659(9) 0.0275(4) Uani 1 1 d . . .
C20 C 0.45683(15) -0.33947(16) 0.70094(9) 0.0263(4) Uani 1 1 d . . .
H20 H 0.4434 -0.3980 0.7265 0.032 Uiso 1 1 calc R . .
C21 C 0.40420(15) -0.26430(15) 0.70928(9) 0.0250(4) Uani 1 1 d . . .
C22 C 0.42288(15) -0.17865(15) 0.67095(9) 0.0255(4) Uani 1 1 d . . .
C23 C 0.57466(16) -0.42216(17) 0.64344(10) 0.0320(4) Uani 1 1 d . . .
C24 C 0.6842(3) -0.3852(3) 0.6208(2) 0.0840(12) Uani 1 1 d . . .
H24A H 0.7365 -0.3311 0.6537 0.126 Uiso 1 1 calc R . .
H24B H 0.6732 -0.3564 0.5776 0.126 Uiso 1 1 calc R . .
H24C H 0.7136 -0.4441 0.6164 0.126 Uiso 1 1 calc R . .
C25 C 0.4918(3) -0.4954(3) 0.5876(2) 0.0939(13) Uani 1 1 d . . .
H25A H 0.5207 -0.5519 0.5754 0.141 Uiso 1 1 calc R . .
H25B H 0.4792 -0.4567 0.5487 0.141 Uiso 1 1 calc R . .
H25C H 0.4220 -0.5250 0.6025 0.141 Uiso 1 1 calc R . .
C26 C 0.5874(3) -0.4847(3) 0.70275(15) 0.0735(10) Uani 1 1 d . . .
H26A H 0.6390 -0.4392 0.7403 0.110 Uiso 1 1 calc R . .
H26B H 0.6161 -0.5416 0.6912 0.110 Uiso 1 1 calc R . .
H26C H 0.5154 -0.5138 0.7152 0.110 Uiso 1 1 calc R . .
C27 C 0.32544(16) -0.27643(16) 0.75827(9) 0.0286(4) Uani 1 1 d . . .
H27A H 0.3502 -0.2132 0.7901 0.034 Uiso 1 1 calc R . .
H27B H 0.2507 -0.2814 0.7333 0.034 Uiso 1 1 calc R . .
C28 C 0.37969(14) -0.35176(16) 0.86472(9) 0.0264(4) Uani 1 1 d . . .
H28A H 0.3558 -0.4167 0.8868 0.032 Uiso 1 1 calc R . .
H28B H 0.3609 -0.2962 0.8888 0.032 Uiso 1 1 calc R . .
C29 C 0.50482(14) -0.32090(15) 0.87004(9) 0.0254(4) Uani 1 1 d . . .
H29A H 0.5252 -0.3792 0.8504 0.030 Uiso 1 1 calc R . .
H29B H 0.5287 -0.2596 0.8447 0.030 Uiso 1 1 calc R . .
C30 C 0.56387(15) -0.19575(15) 0.97201(9) 0.0263(4) Uani 1 1 d . . .
H30A H 0.5488 -0.2059 1.0175 0.032 Uiso 1 1 calc R . .
H30B H 0.5046 -0.1713 0.9464 0.032 Uiso 1 1 calc R . .
C31 C 0.67470(15) -0.11226(15) 0.97640(9) 0.0265(4) Uani 1 1 d . . .
H31A H 0.7334 -0.1329 1.0057 0.032 Uiso 1 1 calc R . .
H31B H 0.6933 -0.1056 0.9315 0.032 Uiso 1 1 calc R . .
C32 C 0.61785(14) 0.04665(16) 0.95537(9) 0.0261(4) Uani 1 1 d . . .
H32A H 0.5776 0.0846 0.9786 0.031 Uiso 1 1 calc R . .
H32B H 0.5630 -0.0033 0.9203 0.031 Uiso 1 1 calc R . .
C33 C 0.46923(15) 0.01633(15) 0.79177(9) 0.0271(4) Uani 1 1 d . . .
H33A H 0.5317 -0.0135 0.7963 0.032 Uiso 1 1 calc R . .
H33B H 0.4089 -0.0318 0.8095 0.032 Uiso 1 1 calc R . .
C34 C 0.42955(19) 0.02777(17) 0.71936(10) 0.0363(5) Uani 1 1 d . . .
H34A H 0.4947 0.0551 0.6986 0.044 Uiso 1 1 calc R . .
H34B H 0.3889 0.0803 0.7167 0.044 Uiso 1 1 calc R . .
C35 C 0.83144(17) 0.46990(17) 0.77891(10) 0.0333(4) Uani 1 1 d . . .
C36 C 0.92251(19) 0.53326(19) 0.74527(12) 0.0426(5) Uani 1 1 d . . .
H36A H 0.9755 0.4935 0.7420 0.051 Uiso 1 1 calc R . .
H36B H 0.8895 0.5434 0.6994 0.051 Uiso 1 1 calc R . .
C37 C 1.0513(2) 0.6242(3) 0.84025(16) 0.0676(9) Uani 1 1 d . . .
H37A H 1.0072 0.5891 0.8719 0.101 Uiso 1 1 calc R . .
H37B H 1.0957 0.6945 0.8597 0.101 Uiso 1 1 calc R . .
H37C H 1.1003 0.5842 0.8306 0.101 Uiso 1 1 calc R . .
C38 C 0.92456(17) 0.20649(17) 0.60719(10) 0.0335(4) Uani 1 1 d . . .
C39 C 1.03012(17) 0.27633(18) 0.65152(11) 0.0376(5) Uani 1 1 d . . .
H39A H 1.0919 0.2837 0.6276 0.045 Uiso 1 1 calc R . .
H39B H 1.0218 0.3466 0.6588 0.045 Uiso 1 1 calc R . .
C40 C 1.0843(2) 0.1447(2) 0.70929(13) 0.0486(6) Uani 1 1 d . . .
H40A H 1.0175 0.0886 0.6889 0.073 Uiso 1 1 calc R . .
H40B H 1.1130 0.1281 0.7539 0.073 Uiso 1 1 calc R . .
H40C H 1.1403 0.1517 0.6816 0.073 Uiso 1 1 calc R . .
C41 C 0.60266(16) -0.10573(16) 0.49042(10) 0.0313(4) Uani 1 1 d . . .
C42 C 0.70956(18) -0.08401(19) 0.46398(10) 0.0383(5) Uani 1 1 d . . .
H42A H 0.7411 -0.0076 0.4632 0.046 Uiso 1 1 calc R . .
H42B H 0.7633 -0.1085 0.4950 0.046 Uiso 1 1 calc R . .
C43 C 0.6786(3) -0.2405(3) 0.39955(18) 0.0783(10) Uani 1 1 d . . .
H43A H 0.7382 -0.2543 0.4313 0.117 Uiso 1 1 calc R . .
H43B H 0.6779 -0.2688 0.3547 0.117 Uiso 1 1 calc R . .
H43C H 0.6076 -0.2738 0.4122 0.117 Uiso 1 1 calc R . .
C44 C 0.25434(15) -0.46216(17) 0.76510(10) 0.0309(4) Uani 1 1 d . . .
C45 C 0.26363(16) -0.55897(17) 0.79859(11) 0.0365(5) Uani 1 1 d . . .
H45A H 0.2525 -0.5541 0.8451 0.044 Uiso 1 1 calc R . .
H45B H 0.2079 -0.6221 0.7741 0.044 Uiso 1 1 calc R . .
C46 C 0.3837(2) -0.66291(19) 0.80734(12) 0.0452(6) Uani 1 1 d . . .
H46A H 0.3666 -0.6828 0.8507 0.068 Uiso 1 1 calc R . .
H46B H 0.4598 -0.6616 0.8063 0.068 Uiso 1 1 calc R . .
H46C H 0.3328 -0.7138 0.7720 0.068 Uiso 1 1 calc R . .
C47 C 0.60562(14) -0.35903(15) 0.97837(9) 0.0252(4) Uani 1 1 d . . .
C48 C 0.60230(16) -0.46274(16) 0.94457(9) 0.0279(4) Uani 1 1 d . . .
H48A H 0.5252 -0.5025 0.9239 0.034 Uiso 1 1 calc R . .
H48B H 0.6466 -0.4505 0.9091 0.034 Uiso 1 1 calc R . .
C49 C 0.6638(2) -0.60741(18) 0.96221(11) 0.0395(5) Uani 1 1 d . . .
H49A H 0.5934 -0.6536 0.9372 0.059 Uiso 1 1 calc R . .
H49B H 0.6957 -0.6453 0.9964 0.059 Uiso 1 1 calc R . .
H49C H 0.7149 -0.5841 0.9317 0.059 Uiso 1 1 calc R . .
C50 C 0.69530(14) 0.02114(15) 1.06880(9) 0.0244(4) Uani 1 1 d . . .
C51 C 0.75240(16) -0.04318(17) 1.11474(10) 0.0315(4) Uani 1 1 d . . .
H51A H 0.7057 -0.1169 1.1081 0.038 Uiso 1 1 calc R . .
H51B H 0.8236 -0.0405 1.1019 0.038 Uiso 1 1 calc R . .
C52 C 0.8596(2) 0.0862(3) 1.20098(14) 0.0671(9) Uani 1 1 d . . .
H52A H 0.9201 0.0857 1.1780 0.101 Uiso 1 1 calc R . .
H52B H 0.8866 0.0929 1.2493 0.101 Uiso 1 1 calc R . .
H52C H 0.8324 0.1453 1.1885 0.101 Uiso 1 1 calc R . .
O13 O 0.91286(16) -0.12486(19) 0.66766(10) 0.0723(6) Uani 1 1 d . . .
S3 S 0.93143(5) -0.16179(6) 0.60272(3) 0.05476(18) Uani 1 1 d . . .
C55 C 1.0395(2) -0.0607(2) 0.58156(14) 0.0589(7) Uani 1 1 d . . .
H55A H 1.0148 0.0011 0.5736 0.088 Uiso 1 1 calc R . .
H55B H 1.0599 -0.0841 0.5411 0.088 Uiso 1 1 calc R . .
H55C H 1.1038 -0.0431 0.6183 0.088 Uiso 1 1 calc R . .
C56 C 1.0054(3) -0.2542(3) 0.61744(17) 0.0720(9) Uani 1 1 d . . .
H56A H 1.0703 -0.2249 0.6530 0.108 Uiso 1 1 calc R . .
H56B H 1.0292 -0.2706 0.5766 0.108 Uiso 1 1 calc R . .
H56C H 0.9576 -0.3180 0.6308 0.108 Uiso 1 1 calc R . .
O14 O 0.66082(13) -0.10554(15) 0.81596(9) 0.0504(4) Uani 1 1 d . . .
S4 S 0.73950(5) -0.11458(5) 0.77273(3) 0.04383(15) Uani 1 1 d . . .
C53 C 0.8585(2) -0.0061(2) 0.79943(18) 0.0687(9) Uani 1 1 d . . .
H53A H 0.8393 0.0586 0.7916 0.103 Uiso 1 1 calc R . .
H53B H 0.9155 -0.0099 0.7743 0.103 Uiso 1 1 calc R . .
H53C H 0.8866 -0.0068 0.8471 0.103 Uiso 1 1 calc R . .
C54 C 0.7986(3) -0.2110(3) 0.80265(18) 0.0743(9) Uani 1 1 d . . .
H54A H 0.8314 -0.1933 0.8501 0.111 Uiso 1 1 calc R . .
H54B H 0.8560 -0.2147 0.7779 0.111 Uiso 1 1 calc R . .
H54C H 0.7413 -0.2788 0.7966 0.111 Uiso 1 1 calc R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C1 1.7875(18) . ?
S1 C33 1.835(2) . ?
S2 C22 1.786(2) . ?
S2 C34 1.824(2) . ?
O1 C35 1.222(2) . ?
O2 C36 1.405(3) . ?
O2 C37 1.426(4) . ?
O3 C38 1.231(2) . ?
O4 C40 1.415(3) . ?
O4 C39 1.416(3) . ?
O5 C41 1.227(2) . ?
O6 C42 1.395(3) . ?
O6 C43 1.409(4) . ?
O7 C44 1.232(2) . ?
O8 C46 1.413(3) . ?
O8 C45 1.420(2) . ?
O9 C47 1.225(2) . ?
O10 C48 1.407(2) . ?
O10 C49 1.415(3) . ?
O11 C50 1.228(2) . ?
O12 C51 1.397(2) . ?
O12 C52 1.421(4) . ?
N1 C35 1.362(3) . ?
N1 C11 1.461(2) . ?
N1 C12 1.468(3) . ?
N2 C38 1.351(3) . ?
N2 C13 1.460(2) . ?
N2 C14 1.465(3) . ?
N3 C41 1.354(3) . ?
N3 C16 1.461(2) . ?
N3 C15 1.467(2) . ?
N4 C44 1.355(3) . ?
N4 C27 1.462(3) . ?
N4 C28 1.463(2) . ?
N5 C47 1.353(3) . ?
N5 C30 1.460(2) . ?
N5 C29 1.470(2) . ?
N6 C50 1.351(2) . ?
N6 C32 1.461(2) . ?
N6 C31 1.464(2) . ?
C1 C2 1.394(3) . ?
C1 C6 1.404(2) . ?
C2 C3 1.395(2) . ?
C2 C32 1.520(2) . ?
C3 C4 1.392(3) . ?
C4 C5 1.384(3) . ?
C4 C7 1.539(2) . ?
C5 C6 1.394(2) . ?
C6 C11 1.524(3) . ?
C7 C9 1.527(3) . ?
C7 C8 1.528(3) . ?
C7 C10 1.533(3) . ?
C12 C13 1.523(3) . ?
C14 C15 1.524(3) . ?
C16 C17 1.521(3) . ?
C17 C18 1.389(3) . ?
C17 C22 1.404(3) . ?
C18 C19 1.389(3) . ?
C19 C20 1.392(3) . ?
C19 C23 1.531(3) . ?
C20 C21 1.391(3) . ?
C21 C22 1.401(3) . ?
C21 C27 1.530(3) . ?
C23 C26 1.510(3) . ?
C23 C24 1.516(3) . ?
C23 C25 1.517(4) . ?
C28 C29 1.528(2) . ?
C30 C31 1.526(3) . ?
C33 C34 1.507(3) . ?
C35 C36 1.525(3) . ?
C38 C39 1.524(3) . ?
C41 C42 1.524(3) . ?
C44 C45 1.514(3) . ?
C47 C48 1.521(3) . ?
C50 C51 1.532(3) . ?
O13 S3 1.486(2) . ?
S3 C55 1.770(3) . ?
S3 C56 1.774(3) . ?
O14 S4 1.4866(17) . ?
S4 C54 1.758(3) . ?
S4 C53 1.771(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 S1 C33 105.33(9) . . ?
C22 S2 C34 106.17(10) . . ?
C36 O2 C37 112.7(2) . . ?
C40 O4 C39 112.89(18) . . ?
C42 O6 C43 112.9(2) . . ?
C46 O8 C45 112.45(17) . . ?
C48 O10 C49 110.43(15) . . ?
C51 O12 C52 114.0(2) . . ?
C35 N1 C11 118.18(17) . . ?
C35 N1 C12 124.88(17) . . ?
C11 N1 C12 116.53(17) . . ?
C38 N2 C13 124.04(16) . . ?
C38 N2 C14 118.34(17) . . ?
C13 N2 C14 117.47(16) . . ?
C41 N3 C16 119.47(16) . . ?
C41 N3 C15 124.57(17) . . ?
C16 N3 C15 115.95(17) . . ?
C44 N4 C27 117.93(16) . . ?
C44 N4 C28 124.34(17) . . ?
C27 N4 C28 117.69(15) . . ?
C47 N5 C30 117.61(15) . . ?
C47 N5 C29 125.50(16) . . ?
C30 N5 C29 116.79(16) . . ?
C50 N6 C32 119.86(16) . . ?
C50 N6 C31 123.99(16) . . ?
C32 N6 C31 115.61(15) . . ?
C2 C1 C6 119.96(16) . . ?
C2 C1 S1 120.06(13) . . ?
C6 C1 S1 119.71(14) . . ?
C1 C2 C3 119.57(16) . . ?
C1 C2 C32 119.39(15) . . ?
C3 C2 C32 120.98(16) . . ?
C4 C3 C2 121.52(17) . . ?
C5 C4 C3 117.80(16) . . ?
C5 C4 C7 119.13(17) . . ?
C3 C4 C7 123.07(17) . . ?
C4 C5 C6 122.52(17) . . ?
C5 C6 C1 118.62(17) . . ?
C5 C6 C11 120.92(16) . . ?
C1 C6 C11 120.37(16) . . ?
C9 C7 C8 107.9(2) . . ?
C9 C7 C10 109.2(2) . . ?
C8 C7 C10 108.01(19) . . ?
C9 C7 C4 109.72(18) . . ?
C8 C7 C4 112.72(17) . . ?
C10 C7 C4 109.15(16) . . ?
N1 C11 C6 114.19(15) . . ?
N1 C12 C13 111.31(16) . . ?
N2 C13 C12 111.74(16) . . ?
N2 C14 C15 111.33(17) . . ?
N3 C15 C14 111.51(16) . . ?
N3 C16 C17 113.55(16) . . ?
C18 C17 C22 119.25(18) . . ?
C18 C17 C16 119.98(17) . . ?
C22 C17 C16 120.64(18) . . ?
C17 C18 C19 122.06(18) . . ?
C18 C19 C20 117.50(18) . . ?
C18 C19 C23 121.58(17) . . ?
C20 C19 C23 120.67(18) . . ?
C21 C20 C19 122.49(18) . . ?
C20 C21 C22 118.74(17) . . ?
C20 C21 C27 120.49(17) . . ?
C22 C21 C27 120.75(17) . . ?
C21 C22 C17 119.90(18) . . ?
C21 C22 S2 119.47(14) . . ?
C17 C22 S2 120.08(15) . . ?
C26 C23 C24 109.2(2) . . ?
C26 C23 C25 107.2(3) . . ?
C24 C23 C25 108.0(3) . . ?
C26 C23 C19 113.16(18) . . ?
C24 C23 C19 112.20(19) . . ?
C25 C23 C19 106.85(18) . . ?
N4 C27 C21 113.35(16) . . ?
N4 C28 C29 112.96(14) . . ?
N5 C29 C28 110.32(15) . . ?
N5 C30 C31 112.45(15) . . ?
N6 C31 C30 109.97(14) . . ?
N6 C32 C2 114.04(14) . . ?
C34 C33 S1 109.50(14) . . ?
C33 C34 S2 114.83(15) . . ?
O1 C35 N1 121.37(19) . . ?
O1 C35 C36 121.1(2) . . ?
N1 C35 C36 117.52(18) . . ?
O2 C36 C35 112.46(19) . . ?
O3 C38 N2 121.34(19) . . ?
O3 C38 C39 119.89(19) . . ?
N2 C38 C39 118.76(18) . . ?
O4 C39 C38 114.67(17) . . ?
O5 C41 N3 122.44(19) . . ?
O5 C41 C42 120.91(19) . . ?
N3 C41 C42 116.65(17) . . ?
O6 C42 C41 113.66(18) . . ?
O7 C44 N4 121.7(2) . . ?
O7 C44 C45 120.22(19) . . ?
N4 C44 C45 117.86(17) . . ?
O8 C45 C44 105.45(16) . . ?
O9 C47 N5 121.50(18) . . ?
O9 C47 C48 121.45(18) . . ?
N5 C47 C48 117.04(16) . . ?
O10 C48 C47 108.44(15) . . ?
O11 C50 N6 122.62(18) . . ?
O11 C50 C51 121.31(17) . . ?
N6 C50 C51 116.02(17) . . ?
O12 C51 C50 113.46(17) . . ?
O13 S3 C55 106.37(13) . . ?
O13 S3 C56 108.36(15) . . ?
C55 S3 C56 97.18(16) . . ?
O14 S4 C54 107.14(14) . . ?
O14 S4 C53 105.64(13) . . ?
C54 S4 C53 96.98(17) . . ?

_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        29.27
_diffrn_measured_fraction_theta_full 0.985
_refine_diff_density_max         0.260
_refine_diff_density_min         -0.426
_refine_diff_density_rms         0.051

# SQUEEZE RESULTS (APPEND TO CIF)
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 0.000 0.500 0.500 257.1 54.7
_platon_squeeze_details          
;
;

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_gr19nsq
_database_code_depnum_ccdc_archive 'CCDC 1436366'
_audit_update_record             
;
2016-01-07 deposited with the CCDC.
2016-01-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C48 H76 N6 O8 S2'
_chemical_formula_weight         929.27

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   I2/a

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   18.934(3)
_cell_length_b                   10.294(3)
_cell_length_c                   31.857(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 105.36(2)
_cell_angle_gamma                90.00
_cell_volume                     5987(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    3412
_cell_measurement_theta_min      1.5
_cell_measurement_theta_max      30.0

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.031
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2008
_exptl_absorpt_coefficient_mu    0.136
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.9192
_exptl_absorpt_correction_T_max  0.9615
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      180(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'STOE IPDS2'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            23148
_diffrn_reflns_av_R_equivalents  0.1091
_diffrn_reflns_av_sigmaI/netI    0.0683
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_theta_min         2.09
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5280
_reflns_number_gt                4160
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'STOE X-AREA'
_computing_cell_refinement       'STOE X-AREA'
_computing_data_reduction        'STOE X-AREA, STOE X-RED'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'ORTEP 3 (Farrugia, 1999)'
_computing_publication_material  'ORTEP 3 (Farrugia, 1999)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1294P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5280
_refine_ls_number_parameters     297
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0566
_refine_ls_R_factor_gt           0.0458
_refine_ls_wR_factor_ref         0.1387
_refine_ls_wR_factor_gt          0.1321
_refine_ls_goodness_of_fit_ref   0.792
_refine_ls_restrained_S_all      0.792
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.36194(2) 0.10474(4) 0.045458(13) 0.02402(15) Uani 1 1 d . . .
N1 N 0.27015(8) -0.02290(15) 0.15693(4) 0.0246(3) Uani 1 1 d . . .
N2 N 0.45873(8) -0.23817(14) -0.00781(4) 0.0254(3) Uani 1 1 d . . .
N3 N 0.42000(8) -0.14974(16) -0.10390(5) 0.0282(3) Uani 1 1 d . . .
O1 O 0.63049(7) -0.22677(15) 0.07866(4) 0.0385(3) Uani 1 1 d . . .
O2 O 0.56252(7) -0.35902(13) 0.00539(4) 0.0312(3) Uani 1 1 d . . .
O3 O 0.37978(7) -0.04443(17) 0.20587(5) 0.0443(4) Uani 1 1 d . . .
O4 O 0.32393(10) -0.12686(15) 0.27085(5) 0.0501(4) Uani 1 1 d . . .
C1 C 0.35522(9) -0.05992(17) 0.06164(5) 0.0218(3) Uani 1 1 d . . .
C2 C 0.38011(9) -0.16191(18) 0.03958(5) 0.0247(4) Uani 1 1 d . . .
C3 C 0.37381(10) -0.28925(18) 0.05217(6) 0.0275(4) Uani 1 1 d . . .
H3 H 0.3883 -0.3576 0.0362 0.033 Uiso 1 1 calc R . .
C4 C 0.34658(9) -0.31981(17) 0.08782(5) 0.0241(4) Uani 1 1 d . . .
C5 C 0.32636(9) -0.21745(17) 0.11046(5) 0.0239(4) Uani 1 1 d . . .
H5 H 0.3100 -0.2362 0.1355 0.029 Uiso 1 1 calc R . .
C6 C 0.32904(9) -0.08828(17) 0.09798(5) 0.0228(4) Uani 1 1 d . . .
C7 C 0.34066(10) -0.46224(18) 0.10043(6) 0.0292(4) Uani 1 1 d . . .
C8 C 0.31198(12) -0.4764(2) 0.14102(7) 0.0379(5) Uani 1 1 d . . .
H8A H 0.3094 -0.5687 0.1480 0.057 Uiso 1 1 calc R . .
H8B H 0.2630 -0.4378 0.1353 0.057 Uiso 1 1 calc R . .
H8C H 0.3452 -0.4317 0.1656 0.057 Uiso 1 1 calc R . .
C9 C 0.28871(14) -0.5348(2) 0.06248(7) 0.0476(6) Uani 1 1 d . . .
H9A H 0.3086 -0.5327 0.0371 0.071 Uiso 1 1 calc R . .
H9B H 0.2405 -0.4929 0.0552 0.071 Uiso 1 1 calc R . .
H9C H 0.2838 -0.6253 0.0709 0.071 Uiso 1 1 calc R . .
C10 C 0.41667(13) -0.5261(2) 0.10999(8) 0.0471(6) Uani 1 1 d . . .
H10A H 0.4343 -0.5237 0.0837 0.071 Uiso 1 1 calc R . .
H10B H 0.4133 -0.6165 0.1189 0.071 Uiso 1 1 calc R . .
H10C H 0.4509 -0.4787 0.1335 0.071 Uiso 1 1 calc R . .
C11 C 0.41728(11) -0.13064(18) 0.00367(6) 0.0299(4) Uani 1 1 d . . .
H11B H 0.3793 -0.1034 -0.0227 0.036 Uiso 1 1 calc R . .
H11A H 0.4508 -0.0562 0.0132 0.036 Uiso 1 1 calc R . .
C12 C 0.42426(10) -0.31810(18) -0.04571(6) 0.0284(4) Uani 1 1 d . . .
H12B H 0.3704 -0.3112 -0.0516 0.034 Uiso 1 1 calc R . .
H12A H 0.4379 -0.4101 -0.0391 0.034 Uiso 1 1 calc R . .
C13 C 0.44694(10) -0.27735(19) -0.08617(6) 0.0290(4) Uani 1 1 d . . .
H13A H 0.5011 -0.2769 -0.0791 0.035 Uiso 1 1 calc R . .
H13B H 0.4291 -0.3436 -0.1091 0.035 Uiso 1 1 calc R . .
C14 C 0.34111(10) -0.15488(19) -0.12533(6) 0.0298(4) Uani 1 1 d . . .
H14A H 0.3148 -0.1824 -0.1038 0.036 Uiso 1 1 calc R . .
H14B H 0.3321 -0.2212 -0.1487 0.036 Uiso 1 1 calc R . .
C15 C 0.18984(9) -0.02525(18) 0.14494(6) 0.0277(4) Uani 1 1 d . . .
H15A H 0.1710 0.0448 0.1236 0.033 Uiso 1 1 calc R . .
H15B H 0.1726 -0.0078 0.1712 0.033 Uiso 1 1 calc R . .
C16 C 0.30610(10) 0.02061(18) 0.12401(6) 0.0287(4) Uani 1 1 d . . .
H16A H 0.3501 0.0715 0.1386 0.034 Uiso 1 1 calc R . .
H16B H 0.2724 0.0795 0.1035 0.034 Uiso 1 1 calc R . .
C17 C 0.52783(9) -0.26933(17) 0.01552(5) 0.0258(4) Uani 1 1 d . . .
C18 C 0.56012(11) -0.18588(19) 0.05564(6) 0.0341(4) Uani 1 1 d . . .
H18B H 0.5626 -0.0945 0.0465 0.041 Uiso 1 1 calc R . .
H18A H 0.5273 -0.1894 0.0752 0.041 Uiso 1 1 calc R . .
C19 C 0.62943(13) -0.3331(2) 0.10634(7) 0.0466(5) Uani 1 1 d . . .
H19B H 0.5981 -0.3126 0.1255 0.070 Uiso 1 1 calc R . .
H19C H 0.6793 -0.3510 0.1240 0.070 Uiso 1 1 calc R . .
H19A H 0.6101 -0.4098 0.0888 0.070 Uiso 1 1 calc R . .
C20 C 0.46090(12) -0.1087(3) -0.13495(7) 0.0482(6) Uani 1 1 d . . .
H20A H 0.4492 -0.1668 -0.1602 0.072 Uiso 1 1 calc R . .
H20C H 0.5136 -0.1125 -0.1208 0.072 Uiso 1 1 calc R . .
H20B H 0.4472 -0.0196 -0.1445 0.072 Uiso 1 1 calc R . .
C21 C 0.31251(10) -0.04981(18) 0.19724(6) 0.0283(4) Uani 1 1 d . . .
C22 C 0.27351(12) -0.0898(2) 0.23151(6) 0.0361(5) Uani 1 1 d . . .
H22A H 0.2436 -0.0162 0.2371 0.043 Uiso 1 1 calc R . .
H22B H 0.2401 -0.1632 0.2203 0.043 Uiso 1 1 calc R . .
C23 C 0.35435(18) -0.0179(3) 0.29646(7) 0.0662(8) Uani 1 1 d . . .
H23A H 0.3819 0.0349 0.2806 0.083(10) Uiso 1 1 calc R . .
H23B H 0.3873 -0.0476 0.3240 0.093(11) Uiso 1 1 calc R . .
H23C H 0.3149 0.0344 0.3025 0.140 Uiso 1 1 calc R . .
C24 C 0.28751(9) 0.11331(17) -0.00450(6) 0.0246(4) Uani 1 1 d . . .
H24A H 0.2930 0.1934 -0.0206 0.030 Uiso 1 1 calc R . .
H24B H 0.2910 0.0381 -0.0232 0.030 Uiso 1 1 calc R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C1 1.7860(18) . ?
S1 C24 1.8272(18) . ?
N1 C21 1.350(2) . ?
N1 C16 1.463(2) . ?
N1 C15 1.467(2) . ?
N2 C17 1.361(2) . ?
N2 C11 1.458(2) . ?
N2 C12 1.464(2) . ?
N3 C13 1.467(2) . ?
N3 C14 1.470(2) . ?
N3 C20 1.470(2) . ?
O1 C18 1.404(2) . ?
O1 C19 1.409(3) . ?
O2 C17 1.225(2) . ?
O3 C21 1.231(2) . ?
O4 C22 1.412(2) . ?
O4 C23 1.416(3) . ?
C1 C6 1.405(2) . ?
C1 C2 1.412(3) . ?
C2 C3 1.385(3) . ?
C2 C11 1.528(2) . ?
C3 C4 1.402(2) . ?
C4 C5 1.387(3) . ?
C4 C7 1.532(2) . ?
C5 C6 1.393(3) . ?
C6 C16 1.524(2) . ?
C7 C9 1.536(3) . ?
C7 C8 1.536(3) . ?
C7 C10 1.537(3) . ?
C12 C13 1.522(2) . ?
C14 C15 1.523(3) 2 ?
C15 C14 1.523(3) 2 ?
C17 C18 1.527(3) . ?
C21 C22 1.527(3) . ?
C24 C24 1.522(3) 2 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 S1 C24 101.52(8) . . ?
C21 N1 C16 118.20(15) . . ?
C21 N1 C15 123.91(14) . . ?
C16 N1 C15 117.73(14) . . ?
C17 N2 C11 123.04(15) . . ?
C17 N2 C12 118.17(15) . . ?
C11 N2 C12 118.78(15) . . ?
C13 N3 C14 110.71(14) . . ?
C13 N3 C20 108.95(16) . . ?
C14 N3 C20 110.45(14) . . ?
C18 O1 C19 113.00(16) . . ?
C22 O4 C23 111.91(18) . . ?
C6 C1 C2 119.51(16) . . ?
C6 C1 S1 120.18(13) . . ?
C2 C1 S1 120.21(13) . . ?
C3 C2 C1 119.59(16) . . ?
C3 C2 C11 120.55(16) . . ?
C1 C2 C11 119.79(16) . . ?
C2 C3 C4 121.69(16) . . ?
C5 C4 C3 117.54(16) . . ?
C5 C4 C7 122.76(15) . . ?
C3 C4 C7 119.69(15) . . ?
C4 C5 C6 122.74(15) . . ?
C5 C6 C1 118.76(15) . . ?
C5 C6 C16 120.63(15) . . ?
C1 C6 C16 120.58(15) . . ?
C4 C7 C9 109.60(15) . . ?
C4 C7 C8 112.22(15) . . ?
C9 C7 C8 108.72(17) . . ?
C4 C7 C10 109.35(15) . . ?
C9 C7 C10 108.58(18) . . ?
C8 C7 C10 108.30(16) . . ?
N2 C11 C2 114.41(15) . . ?
N2 C12 C13 112.30(15) . . ?
N3 C13 C12 115.19(15) . . ?
N3 C14 C15 113.09(15) . 2 ?
N1 C15 C14 112.39(14) . 2 ?
N1 C16 C6 114.73(15) . . ?
O2 C17 N2 122.61(16) . . ?
O2 C17 C18 121.38(16) . . ?
N2 C17 C18 116.01(16) . . ?
O1 C18 C17 112.50(16) . . ?
O3 C21 N1 121.45(17) . . ?
O3 C21 C22 121.33(17) . . ?
N1 C21 C22 117.21(16) . . ?
O4 C22 C21 111.47(17) . . ?
C24 C24 S1 112.27(16) 2 . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.431
_refine_diff_density_min         -0.228
_refine_diff_density_rms         0.059

# SQUEEZE RESULTS (APPEND TO CIF)
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 0.049 0.054 0.250 626.8 117.1
2 0.473 0.044 0.750 626.8 117.1
_platon_squeeze_details          
;
;

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_gr20
_database_code_depnum_ccdc_archive 'CCDC 1436367'
_audit_update_record             
;
2016-01-07 deposited with the CCDC.
2016-01-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C48 H84 N6 O4 S2'
_chemical_formula_weight         873.33

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   C2/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   27.580(4)
_cell_length_b                   9.948(2)
_cell_length_c                   19.845(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 109.50(2)
_cell_angle_gamma                90.00
_cell_volume                     5132.4(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    20331
_cell_measurement_theta_min      2.17
_cell_measurement_theta_max      29.66

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.130
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1912
_exptl_absorpt_coefficient_mu    0.149
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  0.9608
_exptl_absorpt_correction_T_max  0.9779
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      180(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'STOE IPDS-2'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            20549
_diffrn_reflns_av_R_equivalents  0.0427
_diffrn_reflns_av_sigmaI/netI    0.0432
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.18
_diffrn_reflns_theta_max         29.19
_reflns_number_total             6905
_reflns_number_gt                5097
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'STOE X-AREA'
_computing_cell_refinement       'STOE X-AREA'
_computing_data_reduction        'STOE X-AREA, STOE X-RED'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'ORTEP 3 (Farrugia, 1999)'
_computing_publication_material  'ORTEP 3 (Farrugia, 1999)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1536P)²+1.4813P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6905
_refine_ls_number_parameters     308
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0875
_refine_ls_R_factor_gt           0.0677
_refine_ls_wR_factor_ref         0.2136
_refine_ls_wR_factor_gt          0.2012
_refine_ls_goodness_of_fit_ref   0.987
_refine_ls_restrained_S_all      0.996
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.07084(7) -0.02500(19) 0.22060(11) 0.0257(4) Uani 1 1 d . . .
C2 C 0.11728(7) -0.04691(19) 0.27681(11) 0.0252(4) Uani 1 1 d . . .
C3 C 0.13295(7) -0.1794(2) 0.29666(11) 0.0278(4) Uani 1 1 d . . .
H3 H 0.1651 -0.1943 0.3331 0.033 Uiso 1 1 calc R . .
C4 C 0.10308(7) -0.28960(19) 0.26488(12) 0.0288(4) Uani 1 1 d . . .
C5 C 0.05638(8) -0.2648(2) 0.21077(12) 0.0309(4) Uani 1 1 d . . .
H5 H 0.0349 -0.3387 0.1896 0.037 Uiso 1 1 calc R . .
C6 C 0.04019(7) -0.1356(2) 0.18672(11) 0.0275(4) Uani 1 1 d . . .
C7 C 0.11964(8) -0.4356(2) 0.28510(14) 0.0350(5) Uani 1 1 d . . .
C8 C 0.16871(10) -0.4447(2) 0.35016(17) 0.0478(7) Uani 1 1 d . . .
H8A H 0.1965 -0.3958 0.3404 0.072 Uiso 1 1 calc R . .
H8B H 0.1785 -0.5392 0.3601 0.072 Uiso 1 1 calc R . .
H8C H 0.1625 -0.4049 0.3917 0.072 Uiso 1 1 calc R . .
C9 C 0.12888(12) -0.5047(3) 0.22087(18) 0.0521(7) Uani 1 1 d . . .
H9A H 0.0969 -0.5047 0.1799 0.078 Uiso 1 1 calc R . .
H9B H 0.1401 -0.5975 0.2335 0.078 Uiso 1 1 calc R . .
H9C H 0.1555 -0.4557 0.2083 0.078 Uiso 1 1 calc R . .
C10 C 0.07690(10) -0.5113(3) 0.30197(17) 0.0477(6) Uani 1 1 d . . .
H10A H 0.0692 -0.4660 0.3411 0.072 Uiso 1 1 calc R . .
H10B H 0.0881 -0.6036 0.3162 0.072 Uiso 1 1 calc R . .
H10C H 0.0459 -0.5129 0.2594 0.072 Uiso 1 1 calc R . .
C11 C -0.01037(8) -0.1190(2) 0.12618(12) 0.0319(4) Uani 1 1 d . A .
H11A H -0.0387 -0.1152 0.1462 0.038 Uiso 1 1 calc R . .
H11B H -0.0100 -0.0327 0.1015 0.038 Uiso 1 1 calc R . .
C12 C -0.07557(9) -0.2486(3) 0.03593(14) 0.0397(5) Uani 1 1 d . A .
H12A H -0.0935 -0.2542 0.0715 0.048 Uiso 1 1 calc R . .
H12B H -0.0805 -0.3354 0.0102 0.048 Uiso 1 1 calc R . .
C13 C -0.10033(9) -0.1380(3) -0.01725(13) 0.0396(5) Uani 1 1 d D A .
H13A H -0.0882 -0.0500 0.0054 0.048 Uiso 1 1 calc R . .
H13B H -0.0884 -0.1468 -0.0589 0.048 Uiso 1 1 calc R . .
C14 C -0.18009(9) -0.1115(3) 0.01423(13) 0.0390(5) Uani 1 1 d D . .
H14A H -0.1758 -0.1936 0.0439 0.047 Uiso 1 1 calc R . .
H14B H -0.2175 -0.0955 -0.0081 0.047 Uiso 1 1 calc R . .
C15 C 0.15686(8) 0.0070(2) 0.43634(12) 0.0343(5) Uani 1 1 d . . .
H15A H 0.1203 -0.0120 0.4090 0.041 Uiso 1 1 calc R . .
H15B H 0.1583 0.0890 0.4652 0.041 Uiso 1 1 calc R . .
C16 C 0.15096(7) 0.06878(19) 0.31601(11) 0.0290(4) Uani 1 1 d . . .
H16A H 0.1718 0.1016 0.2873 0.035 Uiso 1 1 calc R . .
H16B H 0.1288 0.1436 0.3210 0.035 Uiso 1 1 calc R . .
C17A C 0.00829(7) -0.21992(19) 0.02390(11) 0.032(4) Uani 0.40 1 d PRD A 1
H17A H 0.0013 -0.1314 -0.0003 0.038 Uiso 0.40 1 calc PR B 1
H17B H -0.0046 -0.2901 -0.0132 0.038 Uiso 0.40 1 calc PR C 1
C18A C 0.0681(2) -0.2370(7) 0.0597(3) 0.0395(12) Uani 0.40 1 d PD A 1
H18C H 0.0816 -0.1660 0.0961 0.047 Uiso 0.40 1 calc PR A 1
H18D H 0.0756 -0.3252 0.0840 0.047 Uiso 0.40 1 calc PR A 1
O1A O 0.09329(17) -0.2285(4) 0.0076(3) 0.0425(10) Uani 0.40 1 d P A 1
C19A C 0.0937(3) -0.3609(6) -0.0159(4) 0.065(5) Uani 0.40 1 d P A 1
H19A H 0.0825 -0.4217 0.0149 0.098 Uiso 0.40 1 calc PR A 1
H19B H 0.1287 -0.3849 -0.0137 0.098 Uiso 0.40 1 calc PR A 1
H19C H 0.0703 -0.3689 -0.0652 0.098 Uiso 0.40 1 calc PR A 1
C17B C 0.0123(3) -0.2157(6) 0.0294(4) 0.047(3) Uani 0.60 1 d PRD A 2
H17C H 0.0479 -0.1931 0.0595 0.057 Uiso 0.60 1 calc PR A 2
H17D H -0.0008 -0.1425 -0.0058 0.057 Uiso 0.60 1 calc PR A 2
C18B C 0.0117(2) -0.3515(7) -0.0102(3) 0.0651(15) Uani 0.60 1 d PD A 2
H18A H 0.0212 -0.4256 0.0251 0.078 Uiso 0.60 1 calc PR A 2
H18B H -0.0234 -0.3691 -0.0436 0.078 Uiso 0.60 1 calc PR A 2
O1B O 0.04639(17) -0.3479(6) -0.0485(2) 0.0826(15) Uani 0.60 1 d P A 2
C19B C 0.1000(4) -0.3482(12) -0.0154(7) 0.100(5) Uani 0.60 1 d P A 2
H19D H 0.1100 -0.2742 0.0191 0.150 Uiso 0.60 1 calc PR A 2
H19E H 0.1166 -0.3367 -0.0517 0.150 Uiso 0.60 1 calc PR A 2
H19F H 0.1108 -0.4338 0.0095 0.150 Uiso 0.60 1 calc PR A 2
C20A C -0.17543(10) -0.0323(3) -0.09979(15) 0.0235(6) Uani 0.625(7) 1 d PD D 1
H20A H -0.2131 -0.0271 -0.1171 0.035 Uiso 0.625(7) 1 calc PR D 1
H20B H -0.1634 -0.0548 -0.1396 0.035 Uiso 0.625(7) 1 calc PR D 1
H20C H -0.1611 0.0546 -0.0795 0.035 Uiso 0.625(7) 1 calc PR D 1
C20B C -0.18118(17) -0.2818(5) -0.0796(2) 0.0235(6) Uani 0.38 1 d PD D 2
H20D H -0.1722 -0.3519 -0.0428 0.035 Uiso 0.375(7) 1 calc PR D 2
H20E H -0.1665 -0.3042 -0.1168 0.035 Uiso 0.375(7) 1 calc PR D 2
H20F H -0.2187 -0.2757 -0.1008 0.035 Uiso 0.375(7) 1 calc PR D 2
C21 C 0.22733(9) 0.1242(3) 0.41806(14) 0.0422(6) Uani 1 1 d . . .
H21A H 0.2481 0.0912 0.4661 0.051 Uiso 1 1 calc R . .
H21B H 0.2124 0.2119 0.4244 0.051 Uiso 1 1 calc R . .
C22 C 0.26242(10) 0.1462(3) 0.37550(17) 0.0528(7) Uani 1 1 d . . .
H22A H 0.2978 0.1659 0.4076 0.063 Uiso 1 1 calc R . .
H22B H 0.2634 0.0652 0.3470 0.063 Uiso 1 1 calc R . .
O2 O 0.24194(8) 0.2594(2) 0.32894(13) 0.0549(5) Uani 1 1 d . . .
C23 C 0.26810(14) 0.2793(4) 0.28089(18) 0.0600(8) Uani 1 1 d . . .
H23A H 0.3044 0.2976 0.3072 0.090 Uiso 1 1 calc R . .
H23B H 0.2531 0.3559 0.2499 0.090 Uiso 1 1 calc R . .
H23C H 0.2653 0.1984 0.2516 0.090 Uiso 1 1 calc R . .
C24 C -0.00471(8) 0.1697(2) 0.21018(11) 0.0298(4) Uani 1 1 d . . .
H24A H -0.0200 0.2569 0.1898 0.036 Uiso 1 1 calc R . .
H24B H -0.0297 0.0981 0.1874 0.036 Uiso 1 1 calc R . .
N1 N -0.02023(7) -0.22901(19) 0.07397(10) 0.0340(4) Uani 1 1 d . . .
N2 N -0.15834(8) -0.1383(2) -0.04367(11) 0.0416(5) Uani 1 1 d D . .
N3 N 0.18527(6) 0.02952(18) 0.38684(10) 0.0307(4) Uani 1 1 d . . .
S1 S 0.054064(19) 0.14263(5) 0.18926(3) 0.02862(16) Uani 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.406(3) . ?
C1 C6 1.413(3) . ?
C1 S1 1.786(2) . ?
C2 C3 1.402(3) . ?
C2 C16 1.520(3) . ?
C3 C4 1.390(3) . ?
C4 C5 1.396(3) . ?
C4 C7 1.535(3) . ?
C5 C6 1.392(3) . ?
C6 C11 1.515(3) . ?
C7 C10 1.527(3) . ?
C7 C8 1.530(3) . ?
C7 C9 1.542(4) . ?
C11 N1 1.469(3) . ?
C12 N1 1.472(3) . ?
C12 C13 1.520(4) . ?
C13 N2 1.508(3) . ?
C14 N2 1.487(3) . ?
C14 C15 1.531(3) 2 ?
C15 N3 1.464(3) . ?
C15 C14 1.531(3) 2 ?
C16 N3 1.461(3) . ?
C17A N1 1.462(3) . ?
C17A C18A 1.573(6) . ?
C18A O1A 1.426(7) . ?
O1A C19A 1.399(7) . ?
C17B N1 1.461(6) . ?
C17B C18B 1.560(7) . ?
C18B O1B 1.408(7) . ?
O1B C19B 1.403(11) . ?
C20A N2 1.491(4) . ?
C20B N2 1.626(5) . ?
C21 N3 1.462(3) . ?
C21 C22 1.498(4) . ?
C22 O2 1.446(4) . ?
O2 C23 1.389(4) . ?
C24 C24 1.513(4) 2 ?
C24 S1 1.823(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 119.90(18) . . ?
C2 C1 S1 118.84(15) . . ?
C6 C1 S1 121.11(15) . . ?
C3 C2 C1 118.84(17) . . ?
C3 C2 C16 119.31(17) . . ?
C1 C2 C16 121.85(17) . . ?
C4 C3 C2 122.25(18) . . ?
C3 C4 C5 117.67(18) . . ?
C3 C4 C7 123.25(18) . . ?
C5 C4 C7 119.07(17) . . ?
C6 C5 C4 122.34(18) . . ?
C5 C6 C1 118.89(18) . . ?
C5 C6 C11 118.51(17) . . ?
C1 C6 C11 122.58(18) . . ?
C10 C7 C8 108.4(2) . . ?
C10 C7 C4 109.86(18) . . ?
C8 C7 C4 112.25(18) . . ?
C10 C7 C9 108.3(2) . . ?
C8 C7 C9 109.1(2) . . ?
C4 C7 C9 108.8(2) . . ?
N1 C11 C6 112.51(17) . . ?
N1 C12 C13 114.1(2) . . ?
N2 C13 C12 114.8(2) . . ?
N2 C14 C15 116.3(2) . 2 ?
N3 C15 C14 110.15(18) . 2 ?
N3 C16 C2 112.26(16) . . ?
N1 C17A C18A 114.1(3) . . ?
O1A C18A C17A 110.9(4) . . ?
C19A O1A C18A 104.3(4) . . ?
N1 C17B C18B 108.7(5) . . ?
O1B C18B C17B 110.8(5) . . ?
C19B O1B C18B 123.1(7) . . ?
N3 C21 C22 115.2(2) . . ?
O2 C22 C21 106.6(2) . . ?
C23 O2 C22 111.6(2) . . ?
C24 C24 S1 112.47(18) 2 . ?
C17B N1 C17A 5.2(3) . . ?
C17B N1 C11 110.7(3) . . ?
C17A N1 C11 114.74(17) . . ?
C17B N1 C12 116.2(3) . . ?
C17A N1 C12 111.14(18) . . ?
C11 N1 C12 112.11(17) . . ?
C14 N2 C20A 110.0(2) . . ?
C14 N2 C13 112.70(18) . . ?
C20A N2 C13 107.0(2) . . ?
C14 N2 C20B 107.4(2) . . ?
C20A N2 C20B 108.3(2) . . ?
C13 N2 C20B 111.4(2) . . ?
C16 N3 C21 113.76(18) . . ?
C16 N3 C15 111.50(16) . . ?
C21 N3 C15 109.93(19) . . ?
C1 S1 C24 101.85(9) . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        29.19
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         1.598
_refine_diff_density_min         -0.519
_refine_diff_density_rms         0.079
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ul_22
_database_code_depnum_ccdc_archive 'CCDC 1436368'
_audit_update_record             
;
2015-11-11 deposited with the CCDC.
2016-01-25 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_GOODF01_ul_22               
;
PROBLEM: The least squares goodness of fit parameter lies
RESPONSE: The value is very close to the accepted range 
;
_vrf_THETM01_ul_22               
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.575
RESPONSE: The value is very close to the accepted range
;

# Added during the CSD deposition process: Wednesday 11th of November 2015 01:30:40 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C48 H80 N6 O4 S2'
_chemical_formula_weight         869.30

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   13.007(3)
_cell_length_b                   10.269(2)
_cell_length_c                   19.285(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.50(3)
_cell_angle_gamma                90.00
_cell_volume                     2553.7(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    213(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.131
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             948
_exptl_absorpt_coefficient_mu    0.150
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.9706
_exptl_absorpt_correction_T_max  0.9925
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      213(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'STOE IPDS-1'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16066
_diffrn_reflns_av_R_equivalents  0.0958
_diffrn_reflns_av_sigmaI/netI    0.1805
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.13
_diffrn_reflns_theta_max         24.00
_reflns_number_total             3945
_reflns_number_gt                1609
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'STOE X-AREA'
_computing_cell_refinement       'STOE X-AREA'
_computing_data_reduction        'STOE X-AREA, STOE X-RED'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'ORTEP 3 (Farrugia, 1999)'
_computing_publication_material  'ORTEP 3 (Farrugia, 1999)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0001P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.00066(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3945
_refine_ls_number_parameters     272
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1038
_refine_ls_R_factor_gt           0.0360
_refine_ls_wR_factor_ref         0.0519
_refine_ls_wR_factor_gt          0.0446
_refine_ls_goodness_of_fit_ref   0.554
_refine_ls_restrained_S_all      0.554
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.0453(2) 0.8155(2) -0.05132(12) 0.0312(7) Uani 1 1 d . . .
C2 C -0.0347(2) 0.9024(2) -0.07543(13) 0.0322(7) Uani 1 1 d . . .
C3 C -0.0176(2) 0.9934(2) -0.12622(13) 0.0364(8) Uani 1 1 d . . .
H3 H -0.0714 1.0512 -0.1425 0.044 Uiso 1 1 calc R . .
C4 C 0.0754(2) 1.0024(2) -0.15394(13) 0.0354(7) Uani 1 1 d . . .
C5 C 0.1546(2) 0.9171(2) -0.12742(12) 0.0369(7) Uani 1 1 d . . .
H5 H 0.2189 0.9224 -0.1445 0.044 Uiso 1 1 calc R . .
C6 C 0.1416(2) 0.8249(2) -0.07658(13) 0.0336(7) Uani 1 1 d . . .
C7 C 0.0946(3) 1.1044(3) -0.20889(14) 0.0430(8) Uani 1 1 d . . .
C8 C 0.1286(3) 1.0410(3) -0.27181(15) 0.0998(16) Uani 1 1 d . . .
H8A H 0.0748 0.9822 -0.2926 0.150 Uiso 1 1 calc R . .
H8B H 0.1919 0.9924 -0.2581 0.150 Uiso 1 1 calc R . .
H8C H 0.1411 1.1072 -0.3056 0.150 Uiso 1 1 calc R . .
C9 C 0.1766(3) 1.1982(4) -0.17704(16) 0.1019(15) Uani 1 1 d . . .
H9A H 0.1537 1.2398 -0.1366 0.153 Uiso 1 1 calc R . .
H9B H 0.1884 1.2639 -0.2113 0.153 Uiso 1 1 calc R . .
H9C H 0.2406 1.1512 -0.1627 0.153 Uiso 1 1 calc R . .
C10 C -0.0003(3) 1.1840(4) -0.2319(2) 0.1318(19) Uani 1 1 d . . .
H10A H -0.0555 1.1274 -0.2529 0.198 Uiso 1 1 calc R . .
H10B H 0.0153 1.2482 -0.2659 0.198 Uiso 1 1 calc R . .
H10C H -0.0221 1.2279 -0.1917 0.198 Uiso 1 1 calc R . .
C11 C -0.1349(2) 0.9088(2) -0.04526(12) 0.0376(7) Uani 1 1 d . . .
H11A H -0.1204 0.8946 0.0053 0.045 Uiso 1 1 calc R . .
H11B H -0.1635 0.9967 -0.0526 0.045 Uiso 1 1 calc R . .
C12 C -0.2526(2) 0.8471(2) -0.14625(13) 0.0452(9) Uani 1 1 d . . .
H12A H -0.1955 0.8471 -0.1740 0.068 Uiso 1 1 calc R . .
H12B H -0.2841 0.9328 -0.1478 0.068 Uiso 1 1 calc R . .
H12C H -0.3039 0.7833 -0.1650 0.068 Uiso 1 1 calc R . .
C13 C -0.2972(2) 0.8134(2) -0.03048(12) 0.0376(7) Uani 1 1 d . . .
H13A H -0.3244 0.9021 -0.0282 0.045 Uiso 1 1 calc R . .
H13B H -0.2679 0.7882 0.0170 0.045 Uiso 1 1 calc R . .
C14 C -0.3866(2) 0.7221(2) -0.05541(13) 0.0395(8) Uani 1 1 d . . .
H14A H -0.4319 0.7155 -0.0187 0.047 Uiso 1 1 calc R . .
H14B H -0.4273 0.7602 -0.0968 0.047 Uiso 1 1 calc R . .
C15 C -0.4105(3) 0.5305(3) -0.12703(15) 0.0399(8) Uani 1 1 d . . .
C16 C -0.4287(3) 0.3205(3) -0.18731(15) 0.0483(9) Uani 1 1 d . . .
C17 C -0.4248(3) 0.3767(3) -0.25967(15) 0.0689(11) Uani 1 1 d . . .
H17A H -0.3532 0.3909 -0.2667 0.103 Uiso 1 1 calc R . .
H17B H -0.4619 0.4589 -0.2639 0.103 Uiso 1 1 calc R . .
H17C H -0.4569 0.3163 -0.2946 0.103 Uiso 1 1 calc R . .
C18 C -0.5376(3) 0.2950(3) -0.17497(16) 0.0747(11) Uani 1 1 d . . .
H18A H -0.5379 0.2591 -0.1285 0.112 Uiso 1 1 calc R . .
H18B H -0.5694 0.2335 -0.2095 0.112 Uiso 1 1 calc R . .
H18C H -0.5764 0.3759 -0.1789 0.112 Uiso 1 1 calc R . .
C19 C -0.3615(3) 0.2001(3) -0.17709(17) 0.0805(12) Uani 1 1 d . . .
H19A H -0.3646 0.1646 -0.1308 0.121 Uiso 1 1 calc R . .
H19B H -0.2904 0.2227 -0.1819 0.121 Uiso 1 1 calc R . .
H19C H -0.3863 0.1355 -0.2120 0.121 Uiso 1 1 calc R . .
C20 C 0.2740(2) 0.4752(2) 0.02599(13) 0.0387(8) Uani 1 1 d . . .
H20A H 0.2439 0.5446 0.0518 0.046 Uiso 1 1 calc R . .
H20B H 0.2187 0.4134 0.0097 0.046 Uiso 1 1 calc R . .
C21 C 0.3170(2) 0.5336(2) -0.03675(13) 0.0447(8) Uani 1 1 d . . .
H21A H 0.3775 0.5877 -0.0207 0.054 Uiso 1 1 calc R . .
H21B H 0.3394 0.4636 -0.0659 0.054 Uiso 1 1 calc R . .
C22 C 0.2583(3) 0.6211(3) -0.15054(14) 0.0596(10) Uani 1 1 d . . .
H22A H 0.2594 0.5340 -0.1699 0.089 Uiso 1 1 calc R . .
H22B H 0.3250 0.6624 -0.1520 0.089 Uiso 1 1 calc R . .
H22C H 0.2045 0.6719 -0.1778 0.089 Uiso 1 1 calc R . .
C23 C 0.2352(2) 0.7444(2) -0.04792(13) 0.0423(8) Uani 1 1 d . . .
H23A H 0.2981 0.7910 -0.0564 0.051 Uiso 1 1 calc R . .
H23B H 0.2366 0.7360 0.0028 0.051 Uiso 1 1 calc R . .
C24 C 0.0045(2) 0.5524(2) -0.02731(11) 0.0347(8) Uani 1 1 d . . .
H24A H -0.0598 0.5577 -0.0598 0.042 Uiso 1 1 calc R . .
H24B H 0.0616 0.5321 -0.0540 0.042 Uiso 1 1 calc R . .
N1 N -0.21421(17) 0.81423(19) -0.07455(10) 0.0312(6) Uani 1 1 d . . .
N2 N -0.35437(18) 0.5918(2) -0.07277(10) 0.0346(6) Uani 1 1 d . . .
N3 N 0.23717(18) 0.61353(19) -0.07852(10) 0.0376(6) Uani 1 1 d . . .
O1 O -0.48140(17) 0.58020(18) -0.16547(9) 0.0515(6) Uani 1 1 d . . .
O2 O -0.37693(16) 0.40785(17) -0.13342(9) 0.0519(6) Uani 1 1 d . . .
S1 S 0.02912(7) 0.70638(6) 0.01878(3) 0.0415(2) Uani 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.403(3) . ?
C1 C6 1.405(4) . ?
C1 S1 1.789(2) . ?
C2 C3 1.392(3) . ?
C2 C11 1.496(3) . ?
C3 C4 1.388(3) . ?
C4 C5 1.397(4) . ?
C4 C7 1.534(3) . ?
C5 C6 1.389(3) . ?
C6 C23 1.515(4) . ?
C7 C8 1.494(4) . ?
C7 C10 1.498(4) . ?
C7 C9 1.507(4) . ?
C11 N1 1.475(3) . ?
C12 N1 1.447(3) . ?
C13 N1 1.458(3) . ?
C13 C14 1.522(3) . ?
C14 N2 1.454(3) . ?
C15 O1 1.217(3) . ?
C15 O2 1.344(3) . ?
C15 N2 1.351(3) . ?
C16 O2 1.468(3) . ?
C16 C18 1.490(4) . ?
C16 C19 1.512(4) . ?
C16 C17 1.517(3) . ?
C20 N2 1.460(3) 3_565 ?
C20 C21 1.520(3) . ?
C21 N3 1.477(3) . ?
C22 N3 1.453(3) . ?
C23 N3 1.469(3) . ?
C24 C24 1.522(4) 3_565 ?
C24 S1 1.821(2) . ?
N2 C20 1.460(3) 3_565 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 119.8(2) . . ?
C2 C1 S1 119.6(2) . . ?
C6 C1 S1 120.2(2) . . ?
C3 C2 C1 118.7(3) . . ?
C3 C2 C11 118.1(3) . . ?
C1 C2 C11 123.0(2) . . ?
C4 C3 C2 122.9(3) . . ?
C3 C4 C5 117.1(3) . . ?
C3 C4 C7 122.7(3) . . ?
C5 C4 C7 120.1(3) . . ?
C6 C5 C4 122.3(3) . . ?
C5 C6 C1 119.2(3) . . ?
C5 C6 C23 117.6(3) . . ?
C1 C6 C23 123.1(2) . . ?
C8 C7 C10 108.5(3) . . ?
C8 C7 C9 109.9(3) . . ?
C10 C7 C9 106.5(3) . . ?
C8 C7 C4 110.8(2) . . ?
C10 C7 C4 112.0(3) . . ?
C9 C7 C4 109.0(2) . . ?
N1 C11 C2 115.1(2) . . ?
N1 C13 C14 114.4(2) . . ?
N2 C14 C13 114.1(2) . . ?
O1 C15 O2 124.5(3) . . ?
O1 C15 N2 124.5(3) . . ?
O2 C15 N2 111.0(3) . . ?
O2 C16 C18 110.6(2) . . ?
O2 C16 C19 101.8(2) . . ?
C18 C16 C19 112.4(3) . . ?
O2 C16 C17 110.6(2) . . ?
C18 C16 C17 111.1(3) . . ?
C19 C16 C17 110.1(2) . . ?
N2 C20 C21 111.7(2) 3_565 . ?
N3 C21 C20 110.4(2) . . ?
N3 C23 C6 114.1(2) . . ?
C24 C24 S1 107.5(2) 3_565 . ?
C12 N1 C13 111.7(2) . . ?
C12 N1 C11 110.44(19) . . ?
C13 N1 C11 108.34(19) . . ?
C15 N2 C14 117.7(2) . . ?
C15 N2 C20 122.0(2) . 3_565 ?
C14 N2 C20 119.7(2) . 3_565 ?
C22 N3 C23 110.5(2) . . ?
C22 N3 C21 110.1(2) . . ?
C23 N3 C21 109.7(2) . . ?
C15 O2 C16 120.9(2) . . ?
C1 S1 C24 101.84(10) . . ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        24.00
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         0.147
_refine_diff_density_min         -0.132
_refine_diff_density_rms         0.030
